Xie Shi-Liang, Gao Xiao-Tong, Wu Hai-Hong, Zhou Feng, Zhou Jian
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032, China.
Org Lett. 2020 Nov 6;22(21):8424-8429. doi: 10.1021/acs.orglett.0c03051. Epub 2020 Oct 12.
We report a facile and economical synthesis of α-fluoroacrylic acids via direct electrochemical defluorinative carboxylation of -difluoroalkenes with CO. By using a platinum plate as the working cathode and a cheap nickel plate as the anode in a user-friendly undivided cell under constant current conditions, the reactions proceed smoothly under room temperature, without the use of expensive transition metal catalysts, ligands, external base or reductant, affording the desired adducts in up to 83% yield and 20:1 / ratio, with good functional group tolerance. A cyclic voltammetry study was conducted and suggested a novel ECEC process.
我们报道了一种通过将二氟烯烃与一氧化碳直接进行电化学脱氟羧化反应来简便经济地合成α-氟丙烯酸的方法。在恒流条件下，使用一块铂板作为工作阴极，一块廉价的镍板作为阳极，在用户友好的无隔膜电解池中，反应在室温下顺利进行，无需使用昂贵的过渡金属催化剂、配体、外部碱或还原剂，以高达83%的产率和20:1的E/Z比得到所需的加合物，且具有良好的官能团耐受性。进行了循环伏安法研究，结果表明这是一个新型的ECEC过程。
